Key West Vacation Guide

Key West is a VERY dog-friendly town! Furry friends are even allowed in some bars and restaurants on our island. There are also several dog parks and even a dog beach! If you wish to travel with your dog(s), we do have dog-friendly vacation homes available.

the commercial kitchen at villa luxe

A Luxury Key West Getaway

If you've been working from home, virtual learning from home, social distancing at home, and, well, been at home more often than not this year, you've earned a luxury Key West Getaway. It's time to pack up your laptop, cell phone, project files, virtual school...Read more
Categories: 
Key West Vacation Guide
castaway cove is for kayakers

Kayak From Castaway Cove In Key West

Welcome to Castaway Cove Castaway Cove is a recently renovated monthly rental (28-night minimum) and comes with all the comforts you would find at home. This home boasts hardwood bamboo flooring throughout and has an open floor plan downstairs. The living area features a comfy...Read more
Categories: 
Key West Vacation Guide
chavez house pool

Key West Labor Day Vacation Rentals

Labor Day is our national holiday honoring working people, their contributions, achievements and sacrifices in the pursuit of national prosperity and well-being. This year, everyone has had to deal with special challenges so this holiday is definitely worth celebrating on Monday, September. There won't be...Read more
Categories: 
Key West Vacation Guide
petunia cottage

Five Reasons To Babymoon In Key West

Everyone knows Key West is the perfect romantic getaway destination for couples and it's also just the place moms-to-be need to relax and enjoy before the imminent happiness of a new arrival. More and more expectant mothers are heading to the Conch Republic with their...Read more
Categories: 
Key West Vacation Guide
Key West Directions Sign

Solo Adventures In Key West

Be your own best company for a much needed real vacation and head for America's Caribbean Islands. As a sun seeker, all you need to pack is tee shirts, shorts, flip flops, a swimsuit, a snorkel and mask, good hygiene and a face mask, and...Read more
Categories: 
Key West Vacation Guide
sea vista pool deck

School Days Are Cool Days In Key West

Welcome to the year of virtual classrooms. We know as parents some of you are coming to terms with the reality of remote learning for your children. How will you keep your children engaged while learning at home? What will your new normal look like?...Read more
Categories: 
Key West Vacation Guide
solaris cottage bedroom

Eight Key West Spots For Bedded Bliss

2020 will be remembered as the year of scaled-back celebrations, yet Key West is still a dream wedding destination for couples looking to get married, to elope, to have commitment ceremonies and for vow renewals. Getting a Florida marriage license is very easy. There is...Read more
Categories: 
Key West Vacation Guide
the best thing about historic key west vacation rentals

The Best Part Of Historic Key West Vacation Rentals

We're sharing some of our favorite cottages, condos, townhouses, Conch homes, and compounds — and some of the very kind words from our guests who love them, too. Historic Key West Vacation Rentals is dedicated to the satisfaction of our homeowners, rental guests and our...Read more
Categories: 
Key West Vacation Guide
key west vacation spots for social distancing

12 Key West Spots For Social Distancing Vacations

The coming school year will take place in virtual classrooms, which means you need a real vacation now . We all still need to follow Covid-19 safety guidelines — and that's no problem at Historic Key West Vacation Rentals. We have every type of vacation...Read more
Categories: 
Key West Vacation Guide
quiet key west retreat

A Quiet Key West Retreat

Make Yourself at Home at Casa Del Rio Tucked back on a quiet Key West street, Casa Del Rio is a spectacular four-bedroom, two-bathroom home. The property is centrally located to many great shops, restaurants, and attractions . Take a short walk down White Street...Read more
Categories: 
Key West Vacation Guide

Pages